Evidence map›Paper›PMID 32304609›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020

Silyl Anion Initiated Hydroboration of Aldehydes and Ketones.

Martin W Stanford, Alessandro Bismuto, Michael J Cowley

Abstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

3 citing papers in PubMed.

  1. Article
  2. Mass Spectrometric Studies of Reductive Elimination from Si(IV) Anions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Article
  3. Silyl Anion Initiated Hydroboration of Aldehydes and Ketones.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020
    Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

3 authors.

Martin W StanfordSchool of Chemistry, University of Edinburgh, Joseph Black Building, David Brewster Road, Edinburgh, EH9, 3FJ, United Kingdom.
Alessandro BismutoSchool of Chemistry, University of Edinburgh, Joseph Black Building, David Brewster Road, Edinburgh, EH9, 3FJ, United Kingdom.
Michael J CowleySchool of Chemistry, University of Edinburgh, Joseph Black Building, David Brewster Road, Edinburgh, EH9, 3FJ, United Kingdom.ORCID http://orcid.org/0000-0003-0664-2891

Funding

Carnegie Trust for the Universities of Scotland
6 · The paper itself

Abstract

Hydroboration is an emerging method for mild and selective reduction of carbonyl compounds. Typically, transition-metal or reactive main-group hydride catalysts are used in conjunction with a mild reductant such as pinacolborane. The reactivity of the main-group catalysts is a consequence of the nucleophilicity of their hydride ligands. Silicon hydrides are significantly less reactive and are therefore not efficient hydroboration catalysts. Here, a readily prepared silyl anion is reported to be an effective initiator for the reduction of aldehydes and ketones requiring mild conditions, low catalyst loadings and with a good substrate scope. The silyl anion it is shown to activate HBpin to generate a reactive borohydride in situ which reacts with aldehydes and ketones to afford the hydroboration product.

Indexed as

carbonylhydroborationreductionsiliconsilyl anion

Identifiers

PMID32304609
PMCPMC7496802

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.